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POS Gate Connections DISCUSSION

Connecting from Port of Spain to FLL then to San Juan on Jet Blue.(Booked as a multi city passage). i arrive in FLL from POS at 5:10 am and my connecting flight is at 7:26 am. is that enough time to catch my connecting flight? Would i have to collect my bags, re check them and go through customs in FLL?
Yes, that should be enough time. Yes, you have to do all of that in FLL.
I am arriving in the morning from Guyana but will need to connect to an afternoon flight booked separately and with a different airline. Since my baggage is booked only up to Trinidad, I assume I will have to claim my checked luggage and bring it to my next flight's check-in area. Now comes my simple question: To access the baggage claim area to claim my checked luggage, must I pass through immigration, including the long waiting time, etc.? Or is there some procedure wherein a passenger in my situation would be allowed to claim his checked bag(s) without having to immigrate? (Keep in mind that I would be holding a ticket for my afternoon international flight.)
Thank you for your prompt answer.
Yes, you will have to go through Trinidad & Tobago immigration and customs to claim your bag.